On the other hand, I'm glad the banks who handle my money don't upgrade to the latest and greatest software without taking very, very stringent precautions to make sure everything will work.
In my experience thats not the case - its more like 'It works, no-one touch it! We're spending our money on more visible things' (several years later):- "Whats that, its no longer going to be supported? Damn, now we have to upgrade"